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Enantioselective Synthesis of α‐Alkyl‐β‐ketoesters: Asymmetric Roskamp Reaction Catalyzed by an Oxazaborolidinium Ion
Author(s) -
Gao Lizhu,
Kang Byung Chul,
Hwang GeumSook,
Ryu Do Hyun
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204350
Subject(s) - enantioselective synthesis , catalysis , alkyl , chemistry , organic chemistry
Breaking kamp : A catalytic route toward chiral α‐alkyl‐β‐ketoesters using the title reaction of α‐alkyl diazoester with aldehydes has been developed (see scheme). The reaction proceeds with high to excellent enantioselectivities and this methodology was applied to a concise two‐step synthesis of the natural pheromone sitophilate.